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Non-controlling Interest (Details) - USD ($)
$ in Millions
Mar. 31, 2017
Dec. 31, 2016
Noncontrolling Interest [Line Items]    
Total non-controlling interests $ 132.4 $ 133.9
Total Non-Controlling Excluding Reciprocals [Member]    
Noncontrolling Interest [Line Items]    
Total non-controlling interests $ 34.7 $ 35.8
OneBeacon [Member]    
Noncontrolling Interest [Line Items]    
Noncontrolling equity percentage 24.30% 23.90%
Total non-controlling interests $ 250.7 $ 244.6
HG Global    
Noncontrolling Interest [Line Items]    
Noncontrolling equity percentage 3.10% 3.10%
Total non-controlling interests $ 16.5 $ 16.6
MediaAlpha [Member]    
Noncontrolling Interest [Line Items]    
Noncontrolling equity percentage 40.00% 40.00%
Total non-controlling interests $ 11.0 $ 11.7
WOBI    
Noncontrolling Interest [Line Items]    
Noncontrolling equity percentage 5.00% 5.00%
Total non-controlling interests $ 1.0 $ 0.7
AWG Dewar    
Noncontrolling Interest [Line Items]    
Noncontrolling equity percentage 18.80% 18.80%
Total non-controlling interests $ 3.4 $ 3.9
Buzzmove [Member]    
Noncontrolling Interest [Line Items]    
Noncontrolling equity percentage 29.10% 29.10%
Total non-controlling interests $ 2.8 $ 2.9
Build America Mutual    
Noncontrolling Interest [Line Items]    
Noncontrolling equity percentage 100.00% 100.00%
Total non-controlling interests $ (153.0) $ (150.9)
Star & Shield Insurance Exchange    
Noncontrolling Interest [Line Items]    
Noncontrolling equity percentage 0.00% 100.00%
Total non-controlling interests $ 0.0 $ 4.4
Star & Shield Insurance Exchange | Total mutual and reciprocals [Member]    
Noncontrolling Interest [Line Items]    
Total non-controlling interests $ (153.0) $ (146.5)